Old San Juan vacation rentals

We found 444 vacation rentals — enter your dates for availability

Discover a selection of 14 homes, 141 apartments, and other vacation rentals in Old San Juan that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, like air conditioning and cable TV. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Old San Juan

Showing deals for:Jul 24 - Jul 31

Image gallery for Vintage Charm n Historic Miramar - AC, Fast Wifi, Large Balcony, Very Spacious!

Dining
9.6 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Vintage Charm n Historic Miramar - AC, Fast Wifi, Large Balcony, Very Spacious!

San Juan

12% off
Price is $188
$1,315 for 7 nights
All fees included
Vintage Charm n Historic Miramar - AC, Fast Wifi, Large Balcony, Very Spacious!

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Find out more about Old San Juan

Why visit Old San Juan

  • Historic Forts: Explore iconic forts like El Morro and San Cristóbal, which showcase the rich military history of the area.
  • Charming Streets: Wander through colorful cobblestone streets filled with vibrant architecture and local shops.
  • Scenic Views: Enjoy breathtaking views of the coastline and the city from various lookout points, particularly San Diego.
  • Cultural Experiences: Immerse yourself in Puerto Rican culture through local cuisine, art, and music.
  • Convenient Accommodations: Stay in cozy vacation rentals that offer easy access to all attractions in Viejo San Juan.

Popular types of accommodation around Old San Juan

Planning your getaway to Old San Juan? Discover the charm of this historic city while enjoying the comfort of vacation rentals. From cozy apartments and stylish condos to spacious private homes, Old San Juan offers a variety of options to suit every traveler's needs. Whether you're searching for the best apartments or looking to book your ideal vacation rental in San Juan, you're sure to find the perfect spot for your unforgettable trip.

  • Apartments: The most sought-after option in Old San Juan, apartments offer a comfortable and convenient base for exploring the city.
  • Condos: These stylish accommodations are a favorite choice, providing modern amenities and often stunning views.
  • Houses: Ideal for families or groups, these homes offer a spacious and home-like atmosphere.
  • Villas: Experience luxury in Old San Juan with villas that feature upscale amenities and private outdoor spaces.
  • Chalets: A charming choice for those seeking a cozy retreat with unique character.**

Top attractions in Old San Juan

Old San Juan offers a vibrant blend of history and outdoor experiences perfect for any traveler. Explore iconic sites like the historic forts, cruise terminal, and charming gate arches. With options for culture and scenic views, this area is ideal for beach lovers and those seeking adventure. Don't forget to check out rentals in Viejo San Juan for a convenient and immersive stay in this colorful destination.

  • Castillo San Felipe del Morro: This historic fort, perched on a cliff, offers stunning ocean views and a glimpse into Puerto Rico's military past. Explore its thick walls, drawbridges, and lush grounds while enjoying the cultural ambiance.
  • San Juan Gate: As the main entrance to Old San Juan, this impressive archway combines history and beauty. It's a perfect spot for photographs and offers a taste of the island's colonial heritage.
  • Catedral Basilica Menor de San Juan Bautista: One of the oldest cathedrals in the Americas, this stunning architectural marvel features intricate artwork and a serene atmosphere, making it a must-visit for history and culture enthusiasts.

Things to do recommended for couples

Ready for a romantic getaway in Old San Juan? Explore the colorful streets hand-in-hand, visit the historic forts, and enjoy a sunset at El Morro. Don't miss a candlelit dinner at a local restaurant, savoring authentic Puerto Rican cuisine while soaking in the vibrant atmosphere.

Things to do recommended for families

Families visiting Old San Juan can explore the historic forts of El Morro and San Cristóbal, enjoy a colorful walking tour through cobblestone streets, and relax at the beautiful beaches nearby. Don’t miss the hands-on exhibits at the Museo de las Américas for an engaging cultural experience.

Things to do recommended for groups

Explore the vibrant streets of Old San Juan with a guided walking tour, uncovering its rich history and colorful architecture. Enjoy a group cooking class to master traditional Puerto Rican dishes, or relax on a catamaran cruise around the stunning coastline for a memorable day on the water.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Old San Juan

When traveling with a group, family, pets, or planning for extended stays, it's important to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Old San Juan with a group: Think about how many bedrooms you'll require and any additional features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Old San Juan with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Old San Juan: For many families, a vacation wouldn’t be the same without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Old San Juan: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Old San Juan

Exploring Old San Juan is a vibrant journey through history and culture. With its charming streets and stunning scenery, this neighborhood offers a perfect blend of tropical vibes and historical significance. Don't miss the colorful San Juan Antiguo or the picturesque views from San Diego. Whether you're seeking family-friendly activities, romantic spots, or exciting excursions, Old San Juan and its nearby regions promise an unforgettable vacation experience.

  • San Juan: San Juan is a bustling metropolis and the heart of Puerto Rico, with Old San Juan as its historic core. Visitors flock to San Juan for its vibrant outdoor scenes, beautiful beaches, and stunning scenery. The area is packed with recreational activities, from relaxing on picturesque beaches to enjoying golf at top-notch resorts. Local landmarks such as family-friendly beaches and marinas offer a plethora of options for relaxation and adventure, making San Juan a must-visit for anyone looking to combine urban excitement with natural beauty.
  • Condado: Located just 3 miles from Old San Juan, Condado is a lively neighborhood known for its upscale beach experience. Travelers come to Condado to enjoy a blend of beach and city life, with a range of outdoor activities and shopping options at its renowned shopping centers. This area is perfect for those looking to unwind at luxurious resorts while soaking up the sun on beautiful beaches. The vibrant nightlife and dining scene also attract visitors, making Condado a great choice for both relaxation and entertainment.
  • San Juan Antiguo: San Juan Antiguo is a charming neighborhood situated only 0.3 miles from Old San Juan, rich in history and culture. This area offers a delightful outdoor atmosphere and beautiful coastal views, making it a fantastic spot for leisurely strolls. Visitors can enjoy recreational areas, explore quaint shopping centers, and relax at nearby resorts. With its close proximity to family-friendly beaches and marinas, San Juan Antiguo serves as a perfect gateway to experience the city's vibrant heritage while enjoying the sun and surf.

Best time to go to Old San Juan

If you're planning a trip to Old San Juan, it's a good idea to check both the weather and property rates. The warmest months are August and September. Peak season runs from January to March, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.5°F (24.7°C)No Rain (Dry)Mostly SunnyModerately HighAverage
February76.5°F (24.7°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March76.6°F (24.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April78.1°F (25.6°C)Light RainMostly SunnyAverageSlightly High
May79.7°F (26.5°C)Light RainMostly SunnyAverageAverage
June81.3°F (27.4°C)Light RainMostly SunnyAverageAverage
July81.9°F (27.7°C)Light RainMostly SunnyAverageAverage
August82.0°F (27.8°C)Light RainMostly SunnyAverageSlightly Low
September82.0°F (27.8°C)Light RainMostly SunnyModerately LowSlightly Low
October81.1°F (27.3°C)Light RainMostly SunnyModerately LowSlightly Low
November79.2°F (26.2°C)Light RainMostly SunnyModerately LowAverage
December77.4°F (25.2°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you aiming to save on your next getaway? It can be beneficial to remain flexible with your travel dates, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides you with a convenient platform to plan new trips, manage your existing travel plans, and keep track of your reservations. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Old San Juan?
In Old San Juan, apartments are the most popular vacation rental option, with around 127 available throughout the historic district. These apartments are typically situated in charming historic buildings and provide a unique blend of modern comfort and traditional architecture. Most units feature fully equipped kitchens, cozy living areas, and some even include balconies or terraces that offer views of the colorful streets or the waterfront.

For those seeking more space, there are approximately 16 vacation houses available, which usually come with multiple bedrooms, private outdoor spaces, and amenities like BBQ grills—ideal for families or groups looking to enjoy a more home-like atmosphere. Additionally, several condos, chalets, and villas provide further options for travelers, suiting a variety of preferences and group sizes.
Are there any beach house rentals in Old San Juan?
In Old San Juan, there are approximately 156 beach house rentals available, offering a variety of options for travelers. Many of these properties are located within the historic district, close to iconic sites such as El Morro and San Cristóbal Forts, as well as vibrant plazas and local shops. Guests can expect amenities like fully equipped kitchens, spacious living areas, and outdoor terraces or balconies that provide stunning views of the ocean or the charming streets. Additionally, some beach houses may feature private pools or easy access to the beach, making them ideal for those looking to relax and enjoy the coastal atmosphere.
How much does it cost to rent a vacation home in Old San Juan?
Prices for vacation rentals in Old San Juan vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Old San Juan to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Old San Juan vacation house rentals?
You can find great discounts on house rentals in Old San Juan on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Old San Juan?
In Old San Juan, vacation rentals commonly feature amenities that enhance the stay for travelers. Most properties come equipped with a kitchen, allowing guests to prepare their own meals and enjoy the local flavors at their convenience. Many rentals also include a coffee and tea maker, great for starting the day with a fresh brew while taking in the vibrant surroundings. Balconies and decks or patios are frequently available, providing outdoor spaces to relax and soak up the historic charm of the area. Additionally, many rentals offer a desk, suiting those who may need to catch up on work or plan their next adventures while enjoying the picturesque views of Old San Juan.
Can I find family house rentals in Old San Juan?
In Old San Juan, Puerto Rico, families will find an abundance of vacation rentals, with around 70 options available. This historic area is rich in culture and beauty, making it an ideal destination for group travel. Many of these homes boast spacious living areas, fully equipped kitchens for convenient meal preparation, and outdoor spaces great for relaxation after a day of exploring. Common amenities include air conditioning and Wi-Fi, ensuring comfort and connectivity during your stay.

Families can enjoy nearby attractions, such as the iconic El Morro fortress and the vibrant streets filled with colorful buildings and local shops. The area's beautiful beaches are also within easy reach, providing opportunities for sunbathing and water activities.
Can I rent a vacation home with a pool or hot tub in Old San Juan?
In Old San Juan, there are several vacation homes available for rent that feature both pools and hot tubs, making it a fantastic choice for travelers seeking relaxation. This historic and colorful neighborhood is rich in culture and offers a unique blend of historic architecture and vibrant street life. Many of the available rentals come with amenities such as private pools, hot tubs, patios for outdoor dining, and fully equipped kitchens, great for families or groups looking to unwind after exploring the area.

Additionally, staying in Old San Juan provides easy access to beautiful beaches, historical sites like El Morro, and local dining options, enhancing the overall vacation experience.
Are there any Old San Juan vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Old San Juan with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Old San Juan?
Yes, you can book pet-friendly vacation rentals in Old San Juan, where there are 22 options available. This historic area is rich in culture and charm, featuring colorful historic buildings and cobblestone streets. Many vacation rentals here offer amenities such as fully equipped kitchens, air conditioning, and outdoor spaces where pets can enjoy the warm Puerto Rican weather.

The surrounding neighborhoods also provide a vibrant setting with local shops, restaurants, and cafes that often welcome pets.
Can I find long-stay vacation rentals in Old San Juan?
A long-stay vacation rental in Old San Juan is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Old San Juan for a vacation rental?
March marks the beginning of peak season in Old San Juan, drawing travelers eager to experience the vibrant culture, historic charm, and beautiful coastal scenery of this enchanting Puerto Rican city. From March to May, the weather is pleasantly warm, with temperatures typically ranging from the mid-70s to low 80s Fahrenheit, creating superb conditions for outdoor activities, sightseeing, and leisurely strolls along the colorful streets.

During this peak time, visitors can immerse themselves in the lively option, with numerous festivals and events taking place, such as the San Juan Festival. Exploring the historic forts, indulging in local cuisine, and enjoying the vibrant nightlife are just a few of the adventures that await you. The picturesque plazas and stunning views of the Caribbean provide ample opportunities for memorable photos and unforgettable experiences.

If you're looking for a more budget-friendly option, consider planning your visit in October. While this month falls outside the high travel season, it offers a unique opportunity to enjoy Old San Juan's charm with fewer crowds, allowing for a more relaxed exploration of the city's rich history and heritage.
Are there any remote work vacation rentals in Old San Juan?
In Old San Juan, Puerto Rico, there are numerous options for remote work vacation rentals, with around 130 available throughout the historic district. This vibrant area is known for its colorful historic architecture, cobblestone streets, and rich history, making it an inspiring backdrop for work and leisure. Many of the rental properties come equipped with essential amenities for remote work, including high-speed Wi-Fi and dedicated office spaces, ensuring a productive environment.

Travelers can expect comfortable accommodations that often feature air conditioning, fully equipped kitchens, and cozy living areas. Some rentals also provide access to communal spaces with free Wi-Fi, allowing for a change of scenery while working. The proximity to local cafes and restaurants enhances the experience, offering convenient spots to grab a meal or take a break. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old San Juan vacation rental?
Book your Old San Juan vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Old San Juan, Puerto Rico?
In Old San Juan, visitors can experience firsthand a rich tapestry of history and culture. The iconic El Morro Fortress, a UNESCO World Heritage site, offers breathtaking views of the Atlantic Ocean and is a must-see for history enthusiasts. Nearby, the colorful streets of the Old San Juan neighborhood are lined with charming historic buildings, vibrant plazas, and local shops, great for leisurely exploration.

The Cathedral of San Juan Bautista, one of the oldest buildings in San Juan, is another significant landmark, showcasing beautiful architecture and historical significance. The area also boasts picturesque spots like Plaza de Armas, where visitors can enjoy local cuisine at nearby restaurants and cafes. Art lovers should not miss the Museo de Arte de Puerto Rico, located just a short distance away, featuring a diverse collection of Puerto Rican and Caribbean art.
Can I change or cancel my Old San Juan home rental booking on Vrbo?
To find Old San Juan vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Old San Juan vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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